Catalytic Asymmetric Bromination and Chlorination ofβ-Ketoesters

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阅读量:

39

作者:

MauroMarigoNagaswamiKumaragurubaranKarlAnkerJrgensen

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摘要:

The first general catalytic asymmetric bromination and chlorination of β-ketoesters has been developed. The reactions proceed for both acyclic and cyclic β-ketoesters catalyzed by chiral bisoxazolinecopper(II) complexes giving the corresponding optically active -bromo- and -chloro-β-ketoesters in high yields and moderate to good enantioselectivities. For the optically active chlorinated products the isolated yields are in the range of 88–99% and the enantiomeric excesses up to 77% ee, while the optically active brominated adducts are formed in 70–99% isolated yield and up to 82% ee. Based on the absolute configuration of the optically active products, the face selectivity for the catalytic enantioselective halogenation is discussed

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DOI:

10.1002/chem.200305759

被引量:

237

年份:

2004

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来源期刊

Chemistry - A European Journal
2004年05月03日

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2005
被引量:37

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